2-N,5-N-bis(4-decoxyphenyl)-3,6-dimethylpyrazine-2,5-dicarboxamide | 1544691-33-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-N,5-N-bis(4-decoxyphenyl)-3,6-dimethylpyrazine-2,5-dicarboxamide
• CAS: 1544691-33-9
• 化学式: C₄₀H₅₈N₄O₄
• 分子量: 658.925
• InChiKey: SXNZCWUJAZGQGB-UHFFFAOYSA-N

物化性质

• 沸点：
  697.9±55.0 °C(predicted)
• 密度：
  1.077±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.9
• 重原子数：
  48
• 可旋转键数：
  24
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  川芎嗪 在 potassium permanganate 、 氯化亚砜 、 三乙胺 作用下， 以 氯仿 、 水 为溶剂， 反应 7.0h， 生成 2-N,5-N-bis(4-decoxyphenyl)-3,6-dimethylpyrazine-2,5-dicarboxamide
  参考文献：
  名称：

  Novel organogelators based on pyrazine-2,5-dicarboxylic acid derivatives and their mesomorphic behaviors

  摘要：

  A series of new low molecular organogelators (LMOGs) with thermotropic mesophase were synthesized via the reaction of 3,6-dimethyl-pyrazine-2,5-dicarboxylic acid with p-alkoxyl anilines. These compounds readily formed stable gels in a variety of organic solvents and their self-assembly behavior, structure property relationship were investigated by scanning electron microscopy (SEM), X-ray diffraction (XRD), H-1 nuclear magnetic resonance (H-1 NMR), Fourier transform infrared spectroscopy (FTIR) and ultra-violet visible spectroscopy (UV). The results showed a combination of intra-hydrogen bonding, pi-pi stacking and van der Waals interaction resulted in the aggregation of the organogelators to form three-dimension fibrous networks. The gels formed were multi-responsive to environmental stimuli, such as temperature, fluorinion, and shear stress. More importantly, all the organogelators exhibited thermotropic hexagonal column mesophase as revealed by differential scanning calorimetry (DSC), polarized optical microscopy (POM), and variable temperature XRD studies. A control compound was synthesized and its gelling ability was also checked. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.12.060

文献信息

• Novel organogelators based on pyrazine-2,5-dicarboxylic acid derivatives and their mesomorphic behaviors
  作者：Yao-Dong Huang、Wei Tu、Yu-Qin Yuan、Dong-Li Fan

  DOI：10.1016/j.tet.2013.12.060

  日期：2014.2

  A series of new low molecular organogelators (LMOGs) with thermotropic mesophase were synthesized via the reaction of 3,6-dimethyl-pyrazine-2,5-dicarboxylic acid with p-alkoxyl anilines. These compounds readily formed stable gels in a variety of organic solvents and their self-assembly behavior, structure property relationship were investigated by scanning electron microscopy (SEM), X-ray diffraction (XRD), H-1 nuclear magnetic resonance (H-1 NMR), Fourier transform infrared spectroscopy (FTIR) and ultra-violet visible spectroscopy (UV). The results showed a combination of intra-hydrogen bonding, pi-pi stacking and van der Waals interaction resulted in the aggregation of the organogelators to form three-dimension fibrous networks. The gels formed were multi-responsive to environmental stimuli, such as temperature, fluorinion, and shear stress. More importantly, all the organogelators exhibited thermotropic hexagonal column mesophase as revealed by differential scanning calorimetry (DSC), polarized optical microscopy (POM), and variable temperature XRD studies. A control compound was synthesized and its gelling ability was also checked. (C) 2013 Elsevier Ltd. All rights reserved.